Design and synthesis of a bimodal target-specific contrast agent for angiogenesis

Anouk Dirksen; Sander Langereis; Bas F M de Waal; Marcel H P van Genderen; E W Meijer; Quido G de Lussanet; Tilman M Hackeng

doi:10.1021/ol048084u

Design and synthesis of a bimodal target-specific contrast agent for angiogenesis

Org Lett. 2004 Dec 23;6(26):4857-60. doi: 10.1021/ol048084u.

Authors

Anouk Dirksen¹, Sander Langereis, Bas F M de Waal, Marcel H P van Genderen, E W Meijer, Quido G de Lussanet, Tilman M Hackeng

Affiliation

¹ Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.

PMID: 15606084
DOI: 10.1021/ol048084u

Abstract

[structure: see text] A bimodal target-specific contrast agent based on a cyclic peptide containing the target-specific NGR sequence, gadolinium(III) diethylenetriaminepentaacetic acid (Gd(III)DTPA), and Oregon Green 488 (OG488) suitable for both MR imaging and optical imaging of angiogenesis is developed. The synthetic strategy for this target-specific contrast agent exploits the use of highly efficient, chemoselective reactions, such as native chemical ligation, and gives a straightforward approach for double labeling of peptides in general.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carboxylic Acids / chemistry*
Contrast Media / chemical synthesis*
Contrast Media / chemistry
Gadolinium DTPA / chemical synthesis
Gadolinium DTPA / chemistry*
Magnetic Resonance Imaging / methods*
Molecular Structure
Neovascularization, Pathologic / diagnosis*
Peptides, Cyclic / chemistry*
Sensitivity and Specificity
Spectrometry, Mass, Electrospray Ionization / methods

Substances

Carboxylic Acids
Contrast Media
Oregon Green 488 carboxylic acid
Peptides, Cyclic
Gadolinium DTPA